197 Deep Valley Rd, New Canaan, CT 06840

Off Market Jan 2021 for $1.3M

$2,558,354

Est. refi paymentEst. refi $9,312/mo

•

4,110

sq ft

197 Deep Valley Rd, New Canaan, CT 06840

About this home

Off the Grid Living New Canaan Style! This 4-bedroom, 4.5-bath, 3,750 sq ft home is tucked away on nearly 5 acres of wilderness bordering Grupes Reservoir. The home itself has a welcoming, gracious flow from the entry way to the expansive, vaulted-ceiling great room. Windows to nature, a breakfast bar, top-of-the-line appliances and custom cabinetry are just a few attributes which make this room so enjoyable. The large wet bar/butler’s pantry is perfectly situated for entertaining and the second floor boasts 4 sizable bedrooms along with an alcove home office/play area. There is full bath with shower stall in the mudroom which is perfect for leaving the outdoors at the door. The added bonus to this home is a large, window filled home office/studio which has its own separate entrance and half bathroom to allow for complete privacy. The property itself is nestled in the woods so you can enjoy the pool/hot tub in complete privacy, hike the nature trails to the reservoir, watch the seasons change from the expansive patios and terraces, and enjoy all that this nature lover’s paradise has to offer. Hike up Deep Valley to truly appreciate this great home!

Single-familyProperty Type

1976Year Built

4.65 acresLot Size

$622Est. Price/Sq.Ft.

2 car garageParking

Listed by Rich Companik • Berkshire Hathaway NE Prop.

Bought with Rich Companik • Berkshire Hathaway NE Prop.

Source:Smart MLS #170343806

Redfin Estimate

$2,558,354

$1.2M since sold in January 2021$56K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 2.3% higher than the average sale price ($2.50M) of 6 comparable homes.

SOLD JUL 30, 2026
$1,050,000
A
5 beds3.5 baths3,761 sq ft
85 Carriage Rd, Wilton, CT 06897
SOLD AUG 31, 2026
$3,575,000
B
4 beds6 baths5,958 sq ft
610 Cheese Spring Rd, New Canaan, CT 06840
SOLD SEP 9, 2026
$2,300,000
C
5 beds5 baths4,384 sq ft
599 N Wilton Rd, New Canaan, CT 06840
SOLD JUL 24, 2026
$2,176,300
D
4 beds4 baths4,152 sq ft
45 Keelers Ridge Rd, Wilton, CT 06897
SOLD AUG 31, 2026
$2,300,000
E
4 beds4 baths4,550 sq ft
91 Lantern Ridge Rd, New Canaan, CT 06840
SOLD JUL 15, 2026
$3,600,000
F
5 beds4.5 baths5,300 sq ft
245 Benedict Hill Rd, New Canaan, CT 06840

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Earn from this home

Sell

$1,421,420

Est. take-home

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Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$4,698/mo

Redfin rental estimate

List your home for rent

Market trends in 06840, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

108.1%

+0.4% MoM

Median sale price

$2.4M

$69K MoM

Avg. days on market

18d

1 days MoM

Recently sold homes

114

29 MoM

New listings for sale

$1,995,000
4 beds2.5 baths3,530 sq ft
20 Gray Squirrel Dr, New Canaan, CT 06840
$2,300,000
5 beds3.5 baths3,274 sq ft
23 Jonathan Rd, New Canaan, CT 06840
$2,000,000
5 beds5 baths3,383 sq ft
327 Jelliff Mill Rd, New Canaan, CT 06840
$4,250,000
5 beds6 baths8,243 sq ft
51 Briscoe Rd, New Canaan, CT 06840
$1,699,000
5 beds3.5 baths2,904 sq ft
761 New Norwalk Rd, New Canaan, CT 06840
$2,250,000
4 beds2.5 baths2,802 sq ft
12 Norholt Dr, New Canaan, CT 06840
3D WALKTHROUGH
$2,999,999
5 beds3.5 baths5,825 sq ft
2141 Ponus Rdg, New Canaan, CT 06840
$2,095,000
3 beds3.5 baths2,642 sq ft
160 Forest St #160, New Canaan, CT 06840
OPEN SAT, 12PM TO 2PM
$2,995,000
5 beds4.5 baths2,778 sq ft
16 Grace St, New Canaan, CT 06840
$2,395,000
4 beds2.5 baths2,202 sq ft
94 Field Crest Rd, New Canaan, CT 06840
See all

Provided by Redfin

Sale history for 197 Deep Valley Rd

Date

Event

Price

SMARTMLS #24094026

May 15, 2025

Rental Removed

$10,000

$2/sq ft

May 9, 2025

Listed for Rent

$10,000

$2/sq ft

NCBOR #147042

Feb 28, 2024

Rental Removed

$9,900

$2/sq ft

Oct 28, 2023

Price Changed

$9,900

$2/sq ft

Sep 23, 2023

Listed for Rent

$11,500

$3/sq ft

SMARTMLS #170598862

Feb 19, 2024

Rental Removed

$9,900

$2/sq ft

Oct 28, 2023

Price Changed

$9,900

$2/sq ft

Sep 21, 2023

Listed for Rent

$11,500

$3/sq ft

Public Records

Jan 19, 2021

Sold

$1,390,000

$338/sq ft

Smart MLS #170343806

Jan 15, 2021

Listing Removed

—

Jan 15, 2021

Sold

$1,390,000

$338/sq ft

Nov 2, 2020

Contingent

—

Oct 15, 2020

Listed

$1,495,000

$364/sq ft

Public Records

Aug 2, 2000

Sold

$1,263,000

$307/sq ft

Smart MLS #98062830

Jan 28, 2000

Listed

$1,295,000

$315/sq ft

Public Records

Jul 14, 1995

Sold

$800,000

$195/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$16,294 (+3.1%)

$491,190 + $369,110

$860,300

2022

$15,804 (+1.2%)

$491,190 + $369,110

$860,300

2021

$15,623

$491,190 + $369,110

$860,300

2020

$15,623 (−0.4%)

$491,190 + $369,110

$860,300

2019

$15,692 (−5.9%)

$491,190 + $369,110

$860,300

2018

$16,669 (+1.7%)

$519,540 + $463,330

$982,870

2017

$16,384 (+2.2%)

$519,540 + $463,330

$982,870

2016

$16,031 (+5.0%)

$519,540 + $463,330

$982,870

2014

$15,274

$519,540 + $463,330

$982,870

Tax history for 197 Deep Valley Rd

Year

Property tax

Land + Additions

Assessment*

2023

$16,294 (+3.1%)

$491,190 + $369,110

$860,300

2022

$15,804 (+1.2%)

$491,190 + $369,110

$860,300

2021

$15,623

$491,190 + $369,110

$860,300

2020

$15,623 (−0.4%)

$491,190 + $369,110

$860,300

2019

$15,692 (−5.9%)

$491,190 + $369,110

$860,300

2018

$16,669 (+1.7%)

$519,540 + $463,330

$982,870

2017

$16,384 (+2.2%)

$519,540 + $463,330

$982,870

2016

$16,031 (+5.0%)

$519,540 + $463,330

$982,870

2014

$15,274

$519,540 + $463,330

$982,870

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

4.65 Acres

Year renovated

—

Sq. Ft.

3,750

Year built

1976

Style

Single Family Residential

County

Fairfield County

APN

187740

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 2

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 9
Laundry Room Info: Main Level
Interior Features: Audio System, Cable - Pre-wired, Open Floor Plan
In-Law Apartment: No
Fireplaces Total: 2
Cooling System: Central Air
Appliances Included: Oven/Range, Range Hood, Refrigerator, Freezer, Subzero, Dishwasher, Disposal, Washer, Dryer, Wine Chiller

Bathroom Information
# of Baths (Full): 4
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Basement Description: Full, Partially Finished, Interior Access, Garage Access
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Clapboard, Wood
Exterior Features: French Doors, Garden Area, Grill, Gutters, Hot Tub, Lighting, Patio, Porch, Stone Wall

Lot Information
Lot Description: Secluded, Water View, Treed

Land Information
Encumbrances Restrictions: Right of Way

Pool Information
Swimming Pool
Pool Description: In Ground Pool, Heated

Building Information
Foundation Type: Concrete
Construction Description: Frame

Property Information
Waterfront Description: Frontage, View
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3750
Driveway Type: Circular, Paved, Asphalt

Financial

Assessments Information
Assessed Value: $860,300

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil
Heat Type: Hot Water, Zoned
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
Intermediate School: Per Board of Ed
High School: New Canaan
Elementary School: East

Location Information
State: Connecticut
Nearby Amenities: Park, Private School(s), Public Pool
Directions: Valley Road to Deep Valley Road, Off Cul-de-Sac, last driveway on right
Direct Waterfront
County: Fairfield

Public facts

Beds: 4
Baths: 4.0
Sq. Ft.: 3,750
Stories: 2.0
Lot Size: 4.65 acres
Style: Single Family Residential
Year Built: 1976
Year Renovated: —
County: Fairfield County
APN: 187740

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 6

Around this home

Schools

East School

Public K-4 • Assigned • 3.2mi

10/10

Saxe Middle School

Public 5-8 • Assigned • 4.3mi

10/10

New Canaan High School

Public 9-12 • Assigned • 4.5mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 99° expected this year, 16 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

4/10 Air Factor

3 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

New Canaan, CT • 06840

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.43M – $2.94M

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NEW CONSTRUCTION

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New listings for sale in 06840

$1,995,000

4 beds2.5 baths3,530 sq ft

20 Gray Squirrel Dr, New Canaan, CT 06840

$2,300,000

5 beds3.5 baths3,274 sq ft

23 Jonathan Rd, New Canaan, CT 06840

$2,000,000

5 beds5 baths3,383 sq ft

327 Jelliff Mill Rd, New Canaan, CT 06840

$4,250,000

5 beds6 baths8,243 sq ft

51 Briscoe Rd, New Canaan, CT 06840

$1,699,000

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761 New Norwalk Rd, New Canaan, CT 06840

$2,250,000

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3D WALKTHROUGH

$2,999,999

5 beds3.5 baths5,825 sq ft

2141 Ponus Rdg, New Canaan, CT 06840

$2,095,000

3 beds3.5 baths2,642 sq ft

160 Forest St #160, New Canaan, CT 06840

OPEN SAT, 12PM TO 2PM

$2,995,000

5 beds4.5 baths2,778 sq ft

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Home values near 197 Deep Valley Rd

Data from public records.

Address	Redfin Estimate
158 Deep Valley Rd, New Canaan, CT 4 Beds \| 3.5 Baths \| 4071 Sq. Ft.	$2,395,159
196 Deep Valley Rd, New Canaan, CT 5 Beds \| 3.5 Baths \| 3402 Sq. Ft.	$2,031,518

Address	Redfin Estimate
182 Deep Valley Rd, New Canaan, CT 5 Beds \| 3.5 Baths \| 3934 Sq. Ft.	$2,445,469
195 Deep Valley Rd, New Canaan, CT 4 Beds \| 2.5 Baths \| 2840 Sq. Ft.	$2,263,902

Address	Redfin Estimate
116 Deep Valley Rd, New Canaan, CT 5 Beds \| 3.5 Baths \| 3913 Sq. Ft.	$2,283,824
167 Deep Valley Rd, New Canaan, CT 4 Beds \| 4.5 Baths \| 6142 Sq. Ft.	$2,856,369

Property information provided by Smart MLS when last listed in 2025. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06840, CT

Sale history for 197 Deep Valley Rd

Tax history for 197 Deep Valley Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06840

Home values near 197 Deep Valley Rd

More real estate resources